Cellulose-nitrate solution



Patented Dec. 4, 1928.

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MARION T6. HOPKINS, 0F ELIZABETH, AND HYYM E. BUG, 0F EOSELLE, NEW ASSEGNOBS TO STANDARD OIL DEVELOPMENT CQMPANY, A CORPORATIQN 0F Ho Drawing.

In a co-pending application of one of us,

Serial No. 5%,949, filed March 18, 1922, the

preparation of nitro-compounds of non-benzenoid hydrocarbons has been described, the resulting nitro-compounds consistmg apparently chiefly of mono and di-nitro derivatives. The crude mixture of nitro-compounds may be separated by steam distillation into a mixture consisting largely of mono-nitro com pounds on the one hand and a. vmixture consisting largely of di-nitro compounds on the other hand. The nitro-compounds described in the above-mentioned application may be derived from liquid hydrocarbons or mixtures thereof, for example, from gasoline or from close-cuts made by the fractional distillation of gasoline, or from individual hydrocarbons, for example, the range of hydrocarbons having from 6 to 12 carbon atoms, or higher.

In accordance with the present invention, solutions of cellulose nit-rate are prepared, employing mixtures of the mono or di-nitro compounds orboth above referred to, together with alcohol as a primary solvent. The alcohols used in such admixtures have been, for example, methyl alcohol, ethyl alcohol (95%), absolute ethyl alcohol, isopropyl al cohol, normal or secondary butyl alcohol,

amyl alcohol and the like. Benzol may be admixed with the resulting solution in very considerable proportions without causing precipitation of the cellulose nitrate. Other cellulose nitrate solvents may be added; for example, ethyl acetate, acetone, butyl acetate, amyl acetate, or the like.

The proportion or" solvent orsolvents employed may be varied within wide limits, in accordance with the desired viscosity of the resulting solution. The following examples illustrate solutions made in accordance with the present invention:

Ewample No.1.

100 grams cellulose nitrate are dissolved in i Application died April 3,

1922 Serial N0. 549,189.

mentioned, may be substituted for the 95% ethyl alcohol. The same is true in the formulas hereinafter set forth in which the use. of95% alcohol is described. In the above example, the mono-nitro compounds employed are the steam volatile products of ni tration, consisting largely of mono-nitro com 200 grams of cellulose nitrate are dissolved in a mixture of 400 cubic centimeters of dinitro'compounds and 900 cubic centimeters of 95% ethyl alcohol. Any proportion of benzol up to 1500 cubic centimeters could be added to the resulting solution without precipitation ofthe cellulose nitrate.

The dinitro compounds referred to above are the nitro-compounds not volatile with steam formed by nitration of hydrocarbons, for example, by the process referred to. They consist/largely, but not entirely, of di-nitro compounds. The di-nitro products derived from the hydrocarbons of octane, nonane, or from any suitable gasoline fractions, may, for example, be employed in the formula of this example.

In either of the above examples, the mixed nitro-compounds produced in accordance with the process of the application hereinbefore referred to may be employed instead of themono or di-nitro compounds specifically mentioned.

The following additional examples illustrate the use of the mixture of nitro-compounds and alcohol with other solvents and produce solutions having desirable properties. Ewamtple N 0. 3.

10Q rams of cellulose nitrate were dissolved m 750 cubic centimeters of monomitro products, 7 5 cubic centimeters mixed nitro products, 150 cubic centimeters 95% ethyl alcohol and 7 5 cubic centimeters ethyl acetate. 500 cubic centimeters of benzol were added to the solution, a clear 1i uid resulting.

In a modification o the above formula,

the benzol was omitted and a. total quantity of 225 cubic centimeters of 95% ethyl alcohol were employed. Other sol-vents, such as butgl,

E wample N 0. 4. v

200 grams of cellulose nitrate were dissolved m 350 cubic centimeters of mixed nitro'products, 500 cubic centimeters of- 95% 1o ethyl alcohol and 1'00 cubic centimeters of ace- -tone. 700cubic centimeters of benzol were addedwithout precipitating cellulose nitrate from the solution.

The mixed nitro products referred to in the 18 examples 3 and 4 are the mixtures of mono and di-nitro compounds formed by nitration of gasoline fractions such asthose boiling between 150 and 175 C. The nitro-compounds derived from aliphatic hydrocarbons, such as hexane, octane, nonane, or other. hydrocar bons, may be substituted therefor. a

We claim: Y

1. A solution of cellulose nitrate in a mixture of nitro-compounds of non-benzenoid 2 hydrocarbons and an alcohol. Q

'2. A solution of cellulose nitrate in a mixture containing nitro-compounds of non-' benzenoid hydrocarbons lower than trinitroderivatives and an alcohol. l0 3. A solution of cellulose nitrate in a mix trate solvent.

ture of nitro-compounds ofnon-benzenoid hydrocarbons, an alcohol, and benzol.

4. A' solution of cellulose nitrate in a mixture containing nitro-compounds of aliphatic hydrocarbons and ethyl alcohol.

mixture containing intro-compounds of ar-.

afiine hydrocarbons and 95% ethyl alcoho 7 A solution of cellulose nitrate in a liquid mixture containing nitro-compounds of paraffine hydrocarbons lower than trinitro compounds, 95% ethyl alcohol and benzol.

8. A solution of cellulose nitrate in a liquid mixture containing nitro-compounds of parafiine hydrocarbons lower than trinitro compounds, 95% ethyl alcohol and an added cellulose nitrate solvent.

' 9. A solution of cellulose nitrate in a mix ture of nitro-compounds of aliphatic hydrocarbons, arr-alcohol and benzol.

10. Asolution of cellulose nitrate in a mixture of nitro-compounds of aliphatic hydrocarbons, an alcohol and an added cellulose ni- MARION B. HOPKINS. HYYMEBUC.

- 5. A solution of cellulose nitrate in a liquid v 

